See all properties
Entire home

Tropical Island Paradise W / Open Water Views!

Choose dates to view prices

Photo gallery for Tropical Island Paradise W / Open Water Views!

A beach with clear turquoise water, rocky shore, and people swimming and walking along the shore.
A house with a porch, a staircase, and a decorative stone sculpture.
A modern kitchen with white cabinetry, a granite countertop, and a central island.
A dining area with a glass table surrounded by six wooden chairs with woven seats, a ceiling light fixture, and a window with blinds.
A waterfront property with a dock, boats, and a view of the sea.

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms2 bathrooms816 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning

Explore the area

View in a map
Cudjoe Key, FL
  • Place, Upper Sugarloaf Key
    ‪7 min drive‬
  • Place, Florida Keys Beaches
    ‪8 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪38 min drive‬

Room options

About the neighborhood

Summerland Key

This vacation home places you within a 10-minute stroll of Venture Out Keys and Venture Key. The vacation home includes a kitchen, a furnished balcony, and a sofa bed.
View more Vacation Homes in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 4.5 miles
  • Florida Keys Beaches - 8 min drive - 4.6 miles
  • Upper Sugarloaf Sound - 8 min drive - 5.3 miles
  • Boondocks Grille & Draft House - 10 min drive - 7.3 miles
  • Lower Sugarloaf Sound - 11 min drive - 7.6 miles

Getting around

  • Key West Intl. Airport (EYW) - 31 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬17 min walk
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬9 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬6 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Tropical Island Paradise W / Open Water Views!

Please see our other property if you do not see your dates available! Property # 2092236
https://www.vrbo.com/2092236?adultsCount=2&arrival=2020-10-27&departure=2020-10-31&unitId=2656769

Sparkling clean and beautifully remodeled 2Bd/2Ba vacation home that features OPEN WATER views with great boating access to the ocean or gulf! This home is fully furnished will all the amenities for an over the top vacation experience. This waterfront paradise features a 35' concrete seawall with cleats, dock posts, fish table and BBQ grill to cook your catch! Main living room offers high ceilings with awesome views of the water and leads to a spacious covered porch overlooking the water. This home is designer decorated with lovely accents and decor throughout. Kitchen features clean and white kitchen cabinets with full line of appliances and granite countertops. Living room features lots of comfortable seating with queen sleeper sofa, love seat and 2 comfortable chairs with a large flat screen television with full expanded cable and you will enjoy splendid water views. Master bedroom features a king size bed with lots of closet storage and full size private bathroom. Guest bedroom features a queen bed with closet storage and access to the hallway full bathroom. Additional amenities include central air conditioning, heat, dishwasher, microwave, washer, dryer, tile floor, BBQ grill, fish table, expanded cable, ceiling fans, patio furniture and covered porch. You'll set your mind at ease when you stay at this beautiful home in the Florida Keys!
7 day minimum during lobster season. No Smoking, No Pets. There is a resort usage fee of $125 payable upon arrival at entrance at security gate to Venture Out.

Rental agreement is agreed upon at booking and pre-registration form of guests must be completed prior to stay or when checking in at the security gate.

The community will be limiting overflow parking lot spaces (which is at a nightly fee to guest). They will only be able to accommodate for one spot for an extra car or boat trailer if available; do know there's a driveway at the home to park a car, this is only in regards to extra cars or boat trailers.
If no spots are available guest will need to find a spot outside of the park. We understand this is a great inconvenience so we have negotiated a spot for a trailer at a nearby marina at a rate of $20 a day, if interested please let us know so we notify the marina. Thank you
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a furnished balcony or patio, and there's space to spread out with 2 bedrooms. Guests can expect to find a Smart TV with a DVD player. Other standard amenities include a washing machine, a sofa bed, and a coffee maker.

Similar properties

A beach view with palm trees, a wooden pier, and a sunset over the water.
Ocean Front 2BR Residence
Key West
    Ocean Front 2BR Residence

    Property amenities

    Ski

    • Ski lift privileges

    Pool/Spa

    • Communal pool

    Internet

    • Available in the house: WiFi

    Parking and transportation

    • Car recommended
    • Parking on site

    Kitchen

    • Blender
    • Coffee/tea maker
    • Cookware, dishware, and utensils
    • Dishwasher
    • Ice maker
    • Microwave
    • Oven
    • Paper towels
    • Refrigerator
    • Stovetop
    • Toaster

    Bedrooms

    • 2 bedrooms
    • Bed sheets provided
    • Sofa bed

    Bathroom

    • 2 private bathrooms
    • Bathtub or shower
    • Hair dryer
    • Shower
    • Toilet paper
    • Towels provided

    Living spaces

    • Living room

    Entertainment

    • Books
    • DVD player
    • Smart TV with cable/satellite channels

    Outdoor areas

    • Barbecue grill
    • Dock
    • Furnished balcony/patio
    • Outdoor furniture

    Laundry

    • Laundry facilities
    • Washing machine

    Comfort

    • Air conditioning
    • Ceiling fan
    • Heating

    Pets

    • No pets allowed

    Suitability/Accessibility

    • Tile flooring in public areas
    • Smoking not allowed

    Services and conveniences

    • Iron/ironing board

    Location highlights

    • Near a health/beauty spa
    • Near a hospital
    • Near the marina
    • Near the ocean
    • On the waterfront

    Things to do

    • Arcade/game room
    • Billiards/pool table
    • Boat
    • Golf
    • Optional golf privileges
    • Ski lift privileges
    • Table tennis
    • Tennis
    • Basketball nearby
    • Cycling nearby
    • Fishing nearby
    • Golfing nearby
    • Jet skiing nearby
    • Kayaking nearby
    • Motor boating nearby
    • Sailing nearby
    • Scuba diving nearby
    • Snorkeling nearby
    • Swimming nearby
    • Water skiing nearby
    • Water tubing nearby
    • Wildlife walks nearby
    • Windsurfing nearby

    Safety features

    • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
    • Smoke detector (host has indicated there is a smoke detector on the property)
    • Fire extinguisher

    General

    • Property located in a resort
    • Unit size: 816 square feet

    Policies

    Check-in

    Check-in time starts at 4:00 PM
    Minimum check-in age: 21

    Check-out

    Check-out before 10:00 AM

    Special check-in instructions

    You will receive an email from the host with check-in and check-out instructions
    Information provided by the property may be translated using automated translation tools

    Pets

    • This property doesn't allow pets

    Children and extra beds

    Children allowed: ages 0-17

    Events

    No events allowed

    Smoking

    Smoking is not permitted

    Important information

    You need to know

    Extra-person charges may apply and vary depending on property policy
    Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
    Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
    Onsite parties or group events are strictly prohibited
    Host has indicated there is a carbon monoxide detector on the property
    Host has indicated there is a smoke detector on the property
    Safety features at this property include a fire extinguisher
    This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
    This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
    • Check-in: 4:00 PM
    • Check-out: 10:00 AM
    • Minimum check-in age: 21

    We should mention

    Details about charges, deposits, or other important information:

    • This property is managed by a private host, not a professional engaged in trade or business.
    • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
    • Charges for extra guests may apply and vary depending on the property's policy.
    • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
    • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
    • Onsite parties or group events are strictly prohibited.
    • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

    Property is also known as

    Tropical Island Paradise W/ Open Water Views! Cudjoe Key

    Frequently asked questions

    What's there to do around this vacation home?

    This vacation home in Summerland Key is within a 10-minute walk of Venture Out Keys, Venture Key, and Out Key. You'll also find Florida Keys Beaches and Upper Sugarloaf Key within a short drive.

    Will I be able to park at Tropical Island Paradise W / Open Water Views! ?

    No, this vacation home doesn't offer parking.

    Is this vacation home associated with a casino?

    No, this vacation home is not connected to a casino.

    Will I find an indoor pool at this vacation home?

    No, there is no indoor pool at this vacation home.

    Is Tropical Island Paradise W / Open Water Views! a good place to stay for couples?

    Amenities that appeal to couples at this waterfront vacation home include a kitchen and a smart TV along with ski lift privileges.

    Are there hot tubs at Tropical Island Paradise W / Open Water Views! ?

    No, this vacation home doesn't have a spa tub.

    Does this vacation home provide breakfast?

    No, this vacation home doesn't offer breakfast.

    Will this vacation home allow pets to stay for free?

    No, pets aren't allowed at this vacation home.

    Are there connecting rooms at Tropical Island Paradise W / Open Water Views! ?

    No, there aren't connecting guestrooms at this vacation home.

    How close is the airport from this vacation home?

    The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 21.3 mi away (31 minutes by car). Another top airport is Marathon, FL (MTH-Florida Keys Marathon), which is located 29.2 mi away (42-minute drive).

    Can I book a room with a balcony at Tropical Island Paradise W / Open Water Views! ?

    Yes, every house at Tropical Island Paradise W / Open Water Views! comes with a furnished balcony/patio and some offer water views.

    Tropical Island Paradise W / Open Water Views! Reviews

    Reviews

    9.6

    Exceptional

    Rating 10 - Excellent. 86 out of 110 reviews
    Rating 8 - Good. 18 out of 110 reviews
    Rating 6 - Okay. 5 out of 110 reviews
    Rating 4 - Poor. 1 out of 110 reviews
    Rating 2 - Terrible. 0 out of 110 reviews

    9.6/10

    Cleanliness

    Reviews

    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy
    Love this place! So homey and comfortable
    Stayed 14 nights in Dec 2025
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy
    Very nice property
    Stayed 18 nights in Mar 2026
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy
    This place had everything we needed to make our stay wonderful. It was clean, the location was great, and the host responded promptly. We also enjoyed the onsite amenities!
    Stayed 5 nights in Jan 2026
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy
    We were pleased with the accommodations. Any question was answered promptly.
    Stayed 5 nights in Feb 2026
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy

    Affordable & close to Key West adventures

    Close enough to Key West, but still very affordably priced. Very relaxing place to stay.
    Stayed 4 nights in Jun 2024
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy

    Wonderful stay.

    Everything was great. We are planning on another Key West trip in February and this will be the spot!
    Stayed 4 nights in Oct 2024
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy

    Great Week

    The place was just perfect for our family and would stay again!
    Stayed 6 nights in Dec 2023
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy

    Winter get away

    Location is great. Home was clean and comfortable. Enjoyed the resort. Looking forward to returning for another visit.
    Stayed 14 nights in Mar 2025
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy

    4th visit here

    We love this property and planning our 5th trip.
    Stayed 5 nights in May 2023
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy

    Fishing trip

    Came down for early birthday/anniversary trip and was pleased with the resort and the house.
    Stayed 4 nights in Jul 2023
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy

    Cute house

    Beautiful setting, quiet neighborhood
    Stayed 3 nights in Jan 2025
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy

    Keys Vacation

    The property was very clean and exceeded our expectations. We would recommend this property to anyone wanting to be close to Key West. It is very well maintained and had everything we needed.
    Stayed 6 nights in Apr 2024
    Verified review

    10/10 Excellent

    slice of paradise for a week

    We loved it. Such a nice place had everything we needed and more. Will definitely recommend to friends.
    Stayed 6 nights in May 2018
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy
    Beautiful property and community. Well kept and maintained. We were on a canal and water was so pretty! Very spacious house, furniture was comfortable and beach. The air conditioner worked great, the kitchen had everything we needed. We didn’t use the pool but it looked great!
    Looking down the canal from the porch.
    Stayed 5 nights in Sep 2025
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy

    Sun and fun on the water

    We thoroughly enjoyed our 5 day stay. The property is on the canal and had good fishing right from the dock area. We rented a kayak for our stay and enjoyed being able to get in and out in the property's "backyard". The inside was very comfortable and we felt right at home. We would definitely stay again.
    Stayed 5 nights in Sep 2021
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy
    Great house on the water! Had everything else needed
    Stayed 3 nights in Jun 2025
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy

    Lovely property in a safe location

    We really enjoyed our stay. We hadn't stayed in Cudjoe Key before, but found that there was plenty to do and plenty of places to eat. We were disappointed that the ice maker in the refrigerator didn't work, and that it was a little farther than a 5 minute walk to the pool in the Venture Out community, but we had a great stay.
    Stayed 14 nights in Feb 2023
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy

    Clean Place. Great location. Friendly neighbors.

    Check in was easy. However, was not as stated in the initial check in email. House was clean. Had everything we needed. The location was amazing. We were central to everything. Neighbors were friendly and quiet. The pool was very clean too. We would stay here again.
    Back patio and canal. You can see fish and lizards back here all times of the day.
    Stayed 7 nights in Jul 2025
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy

    Beautiful Property, Beautiful location

    We love Venture Out and have stayed there several times. This property was our favorite so far. Beautiful and well appointed, the perfect location if you have a boat with you. Canal is wide and close to the open water. The house is comfortable and super clean. We will definitely book here again!
    Stayed 4 nights in Nov 2021
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy

    Great stay

    Only downside was I didn’t know I had to pay 125.00 registration fee at the check in office/ front gate. Love the experience besides that. The community overall was very nice. We enjoyed our stay the entire time. I would book this short term rental again if we revisited this location.
    Stayed 3 nights in Dec 2024
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy

    Great water view unit!

    The unit had every possible amenity you could possibly want. We loved sitting on the waterfront deck in the evenings and relaxing. There was plenty of linens including beach towels and the community pool was fantastic. Overall, I would definitely stay here again and highly recommend this property!!
    Stayed 4 nights in Mar 2024
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy
    Second time in this exact unit. Does not disappoint. We love the location, access to our boat and the cute cottage feel. The secured/gated community provides a sense of security. The ability to launch the boat, store the trailer, and have dock/slip access all in spot is fantastic!
    Stayed 6 nights in Jun 2025
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy

    Wonderful Unit

    Very nice Venture Out unit. Very clean, and nicely decorated. Very comfortable. Lobster is a nice touch, grandkids loved it. Will book this unit in the future.
    Stayed 8 nights in Aug 2024
    Verified review

    8/10 Good

    Liked: Cleanliness, check-in, communication, location
    Disliked: Listing accuracy

    Top Place close to KW

    We really enjoyed it. The place is clean, top arranged and located 1*. It would have been nice if the owner would have advertised, that there is a resort fee (125$ for three nights). But that was the only bad surprise.
    Stayed 3 nights in Mar 2024
    Verified review

    10/10 Excellent

    Liked: Cleanliness, check-in, communication, location, listing accuracy

    Lovely house

    My family and I had an amazing time at this property. It’s very clean, fantastic view, easy access to Key west, awesome pool. The pool has the most amazing water temperature and the view from the pool is extraordinary. We will definitely come back soon! We felt very comfortable and safe at this house. The neighbors were very friendly! We appreciate everything about our stay, thank you for having us! It was definitely our home away from home.
    Stayed 9 nights in Dec 2019

    More to Explore